Efficient sialylation with phenyltrifluoroacetimidates as leaving groups

Sutang Cai; Biao Yu

doi:10.1021/ol0353161

Efficient sialylation with phenyltrifluoroacetimidates as leaving groups

Org Lett. 2003 Oct 16;5(21):3827-30. doi: 10.1021/ol0353161.

Authors

Sutang Cai¹, Biao Yu

Affiliation

¹ State Key Laboratory of Bio-organic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China.

PMID: 14535720
DOI: 10.1021/ol0353161

Abstract

[reaction: see text] Sialylation with N-phenyltrifluoroacetimidates as leaving groups and a catalytic amount of TMSOTf as promoter compares favorably with the previous protocols for direct sialylation and expand in essence the scope of the Schmidt glycosylation reaction.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Acetamides / chemistry
Glycosylation
Models, Chemical
Molecular Structure
N-Acetylneuraminic Acid / chemistry*
Trimethylsilyl Compounds / chemistry

Substances

Acetamides
Trimethylsilyl Compounds
N-Acetylneuraminic Acid